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Holzforschung

International Journal of the Biology, Chemistry, Physics, and Technology of Wood

Editor-in-Chief: Faix, Oskar

Editorial Board Member: Daniel, Geoffrey / Militz, Holger / Rosenau, Thomas / Salmen, Lennart / Sixta, Herbert / Vuorinen, Tapani / Argyropoulos, Dimitris S. / Balakshin, Yu / Barnett, J. R. / Berry, Richard / Burgert, Ingo / Evans, Robert / Evtuguin, Dmitry V. / Frazier, Charles E. / Fukushima, Kazuhiko / Gellerstedt, Göran / Gindl-Altmutter, Wolfgang / Glasser, W. G. / Heitner, Cyril / Holmbom, Bjarne / Isogai, Akira / Kadla, John F. / Kleen, Marjatta / Koch, Gerald / Lachenal, Dominique / Mansfield, Shawn D. / Morrell, J.J. / Niemz, Peter / Pizzi, Antonio / Ragauskas, Arthur J. / Ralph, John / Rice, Robert W. / Salin, Jarl-Gunnar / Schmitt, Uwe / Schultz, Tor P. / Schwanninger, Manfred / Sipilä, Jussi / Tamminen, Tarja / Viikari, Liisa / Welling, Johannes / Willför, Stefan / Yoshihara, Hiroshi

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Metal chelation studies relevant to wood preservation.1. Complexation of propyl gallate with Fe2+

Nursen Binbuga1 / Kristen Chambers2 / William P. Henry3 / Tor P. Schultz4

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Corresponding author. Fax: +1-662-325-1618

Corresponding author. Fax: +1-662-325-8126

Citation Information: Holzforschung. Volume 59, Issue 2, Pages 205–209, ISSN (Online) 1437-434X, ISSN (Print) 0018-3830, DOI: 10.1515/HF.2005.032, February 2005

Publication History

Received:
August 2, 2004
Accepted:
September 14, 2004

Abstract

We previously found that a combination of various organic biocides with low-cost non-biocidal antioxidants gave enhanced (synergistic) efficacy against wood-decaying fungi. The best laboratory results were obtained with propyl gallate, perhaps due to its dual antioxidant/metalchelating properties. In this study we report on potentiometric titration experiments for the complexation of Fe2+ with propyl gallate. The results suggest four coordination compounds are present in the pH range from 3 to 12. These are [(H2PG)Fe]+, (HPG)Fe, [(PG)Fe], and [(HPG)2Fe]2− {PG=O3C6H2CO2CH2CH2CH33−}. Equilibrium constants for the formation of all complexes are given. A plot of species present versus pH clearly indicates that propyl gallate strongly complexes with Fe2+ at the mildly acidic pH levels normally present in wood, with some complexing still possible in relatively acidic environments present in decaying wood. Propyl gallate complexes more strongly than catechol at the pH values of normal wood. Propyl gallate may also interfere with the proposed fungal redox cycles. Metal complexation may thus be an important part in the overall mechanism by which propyl gallate and organic biocides synergistically protect wood. Furthermore, the metal chelating properties of heartwood extractives, such as the hydrolysable tannins from which propyl gallate is made, may be an important factor in natural durability.

Keywords: Fe2+ ion; fungal degradation; iron chelation; organic wood preservative; propyl gallate (H3PG); stability constant determination

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